| Identification | More | [Name]
Iminodibenzyl | [CAS]
494-19-9 | [Synonyms]
10,11-DIHYDRO-5H-DIBENZ[B,F]AZEPINE
10,11-DIHYDRO-5H-DIBENZO[B,F]AZEPINE
2,2'-IMINODIBENZYL
IMIDODIBENZYL
IMINODIBENZYL
TIMTEC-BB SBB003595
10,11-Dihydro-5-dibenz(b,f)azepine
10,11-Dihydrodibenz[b,f]azepine
2,2’-iminobibenzyl
2,2'-Iminobibenzyl
3,4-Dihydro-2.36.7-dibenzazepine
5H-Dibenzo[b,f]azepine, 10,11-dihydro-
f)azepine,10,11-dihydro-5h-dibenz(
f]azepine,10,11-dihydro-5h-dibenz[
Iminobibenzyl
Iminodibenzyyl
RP 23669
Iminodibenzyl,97%
5H-Dibenzb,fazepine, 10,11-dihydro-
10,11-DIHYDRO-5H-DIBENZ(B,F)AZEPINE(IMINODIBENZYL) | [EINECS(EC#)]
207-787-1 | [Molecular Formula]
C14H13N | [MDL Number]
MFCD00005070 | [Molecular Weight]
195.26 | [MOL File]
494-19-9.mol |
| Chemical Properties | Back Directory | [Appearance]
YELLOWISH TO BEIGE CRYSTALLINE POWDER | [Melting point ]
105-108 °C (lit.) | [Boiling point ]
321.94°C (rough estimate) | [density ]
1.0778 (rough estimate) | [refractive index ]
1.6353 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly, Heated), Methanol (Slightly) | [form ]
Crystalline Powder | [pka]
0.83±0.20(Predicted) | [color ]
Yellow to beige | [BRN ]
152732 | [InChI]
InChI=1S/C14H13N/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)15-13/h1-8,15H,9-10H2 | [InChIKey]
ZSMRRZONCYIFNB-UHFFFAOYSA-N | [SMILES]
N1C2=CC=CC=C2CCC2=CC=CC=C12 | [LogP]
4.27 | [CAS DataBase Reference]
494-19-9(CAS DataBase Reference) | [NIST Chemistry Reference]
5H-Dibenz[b,f]azepine, 10,11-dihydro-(494-19-9) | [EPA Substance Registry System]
494-19-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36:Irritating to the eyes.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S39:Wear eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing . | [WGK Germany ]
3
| [RTECS ]
HN8950000
| [TSCA ]
Yes | [HazardClass ]
IRRITANT | [HS Code ]
29339930 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
2-Nitrotoluene-->1-Propanone, 1-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)--->5-ACETYLIMINODIBENZYL 99-->Triethylborane-->tert-Butyl methyl ether | [Preparation Products]
TRIMIPRAMINE-->5H-Dibenz[b,f]azepine-10,11-dione-->9-METHYLACRIDINE-->Ethanone, 2-bromo-1-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)--->N-Benzyl-3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-Methylpropan-1-aMine-->10,11-Dihydro-5H-dibenzo[b,f]azepin-3-aMine |
| Hazard Information | Back Directory | [Description]
Iminodibenzyl was not a new drug. It had been discovered in 1898 and used briefly as an intermediate, in the preparation of Sky Blue, a dye stuff. Iminodibenzyl, however, had a tricyclic ring structure, similar in appearance to the phenothiazines. Iminodibenzyl is an important drug intermediate, which can be used for the medicine synthesis as a tristimania and epilepsia. | [Chemical Properties]
YELLOWISH TO BEIGE CRYSTALLINE POWDER | [Uses]
10,11-Dihydro-5H-dibenzo[b,f]azepine is a metabolite of the tricyclic antidepressant, Imipramine (I465980). 10,11-Dihydro-5H-dibenzo[b,f]azepine can be used as a chromogenic probe for the quantification of hydrogen peroxide and glucose. | [Preparation]
Iminodibenzyl is obtained from o-nitrotoluene by condensation, reduction and cyclization. | [General Description]
Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards | [Synthesis]
The general procedure for the synthesis of iminodibenzylidene from 1-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)ethanone is as follows: NaOH and triethylboron were stirred and mixed under argon protection at room temperature to form a clear, clarified solution with a concentration of 1 M/L. Subsequently, 10 μmol (2 mol%) of catalyst, 5 mmol of amide substrate, and 15 mmol of triethoxysilane or polymethylhydrosiloxane (PMHS) were sequentially added to the above triethylboron solution. The reaction mixture was added to a 10 mL sealed tube along with 2 mL of methyl tert-butyl ether (MTBE) and placed in an 80 °C oil bath with heating and stirring for 6 hours. Upon completion of the reaction, the reaction system was exposed to air and the amine products were subsequently isolated directly by column chromatography. According to the column chromatographic separation, the yield of iminodibenzyl was when triethoxysilane or polymethylhydrosiloxane (PMHS) was used as the reducing agent: | [References]
[1] Patent: CN107337573, 2017, A. Location in patent: Paragraph 0022; 0023; 0024; 0025 |
|
|